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902985

(Bathocuproine)NiBr2

powder or crystals

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About This Item

Empirical Formula (Hill Notation):
C26H20Br2N2Ni
CAS Number:
326822-02-0
Molecular Weight:
578.95
MDL number:
MFCD31807323
UNSPSC Code:
12161600
NACRES:
NA.22

Product Name

(Bathocuproine)NiBr2,

form

powder or crystals

reaction suitability

core: nickel, reaction type: Cross Couplings, reagent type: catalyst

mp

>300 °C

SMILES string

CC1=NC2=C(C=CC(C(C3=CC=CC=C3)=C4)=C2N=C4C)C(C5=CC=CC=C5)=C1.Br[Ni](C)(C)Br

InChI

1S/C26H20N2.2CH3.2BrH.Ni/c1-17-15-23(19-9-5-3-6-10-19)21-13-14-22-24(20-11-7-4-8-12-20)16-18(2)28-26(22)25(21)27-17;;;;;/h3-16H,1-2H3;2*1H3;2*1H;/q;;;;;+2/p-2

InChI key

DMMFRVQLSPMYOW-UHFFFAOYSA-L

Application

Catalyst for C-alkylation of nitroalkanes with unactivated alkyl iodides

Other Notes

Nickel-Catalyzed C-Alkylation of Nitroalkanes with Unactivated Alkyl Iodides

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(Bathocuproine)NiBr2

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Sigma-Aldrich

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reaction suitability

core: nickel, reagent type: catalyst, reaction type: Cross Couplings

reaction suitability

core: nickel, reaction type: Cross Couplings, reagent type: catalyst

reaction suitability

core: nickel, reaction type: Cross Couplings, reagent type: catalyst

reaction suitability

core: nickel, reaction type: Cross Couplings, reagent type: catalyst

form

powder or crystals

form

powder or crystals

form

powder or crystals

form

powder or crystals

mp

>300 °C

mp

>300 °C

mp

>300 °C

mp

>300 °C

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBM6309

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Articles

Nickel-based Catalysts

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

Sina Rezazadeh et al.
Journal of the American Chemical Society, 139(24), 8110-8113 (2017-06-09)
Enabled by nickel catalysis, a mild and general catalytic method for C-alkylation of nitroalkanes with unactivated alkyl iodides is described. Compatible with primary, secondary, and tertiary alkyl iodides; and tolerant of a wide range of functional groups, this method allows

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